Thiophosgene → HCID 178440816, compound

HRID 1963712Notes

Reaction equation

HRID 1963712 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH2:11])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)(O)[O-].[Na+].C(Cl)(Cl)=[S:18]>CC(C)=O>[N-:11]=[C:7]=[S:18].[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10040ThiophosgeneHCID 793343-tert-ButylanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 178440816HCID 178440816, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 3-(tert-butyl)phenylamine in acetone at 0° C. was added sodium bicarbonate (2 eq) and thiophosgene (2 eq). The mixture was brought to ambient temperature and concentrated and partitioned between ethyl acetate and water. The organic layer was dried with sodium bicarbonate and sodium sulfate and concentrated to yield 3-(tert-butyl)benzenisothiocyanate. MS: MH+=192.

Workup

  1. customwas brought to ambient temperature
  2. concentrationconcentrated
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe organic layer was dried with sodium bicarbonate and sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b43d949185514e30bcdb5e6a52d2f969
Source dataset
uspto-grants-2013_04
Patent number
US08415382B2

Reaction notes

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